2-(2-Furyl)-7-n-pentylcarbonylamino-5-phenoxy[1,2,4]-triazolo[1,5-a]-[1,3,5]triazine

ID: ALA1089439

PubChem CID: 46885517

Max Phase: Preclinical

Molecular Formula: C20H20N6O3

Molecular Weight: 392.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCC(=O)Nc1nc(Oc2ccccc2)nc2nc(-c3ccco3)nn12

Standard InChI:  InChI=1S/C20H20N6O3/c1-2-3-5-12-16(27)21-18-23-20(29-14-9-6-4-7-10-14)24-19-22-17(25-26(18)19)15-11-8-13-28-15/h4,6-11,13H,2-3,5,12H2,1H3,(H,21,22,23,24,25,27)

Standard InChI Key:  VBPFFNMUFRTXON-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -1.3223   -2.7375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3234   -3.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6086   -3.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6104   -2.3247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050   -2.7338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1099   -3.5649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9017   -3.8171    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3863   -3.1418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8938   -2.4725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6129   -1.4997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125   -3.1320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014   -3.7965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4845   -3.5369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4796   -2.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6935   -2.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0382   -3.9768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7524   -3.5637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7513   -2.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4646   -2.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1804   -2.7378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1784   -3.5671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4645   -3.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1004   -1.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0979   -0.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8161   -1.4954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    0.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6203    0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3360    1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    2.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 14  2  0
 14 15  1  0
 15 11  2  0
  8 11  1  0
  5  4  1  0
  2 16  1  0
  6  7  2  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
 19 20  2  0
  4  1  2  0
 20 21  1  0
  4 10  1  0
 21 22  2  0
 22 17  1  0
 11 12  1  0
 10 23  1  0
  5  6  1  0
 23 24  1  0
 23 25  2  0
  2  3  2  0
 24 26  1  0
  3  6  1  0
 26 27  1  0
  1  2  1  0
 27 28  1  0
 12 13  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1089439

   N-[2-(furan-2-yl)-5-phenoxy-[1,2,4]triazolo[1,5-a][1,3,5]triazin-7-yl]hexanamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 392.42

Molecular Weight (Monoisotopic): 392.1597

AlogP: 4.09

#Rotatable Bonds: 8

Polar Surface Area: 107.44

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.46

CX Basic pKa: ┄

CX LogP: 5.13

CX LogD: 4.87

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -1.53

References

1. Pastorin G, Federico S, Paoletta S, Corradino M, Cateni F, Cacciari B, Klotz KN, Gao ZG, Jacobson KA, Spalluto G, Moro S..  (2010)  Synthesis and pharmacological characterization of a new series of 5,7-disubstituted-[1,2,4]triazolo[1,5-a][1,3,5]triazine derivatives as adenosine receptor antagonists: A preliminary inspection of ligand-receptor recognition process.,  18  (7): [PMID:20304654] [10.1016/j.bmc.2010.02.039]

Source

Source(1):

• Scientific Literature